A street lined with historic buildings, a sign for Kildogge's Pub, and a banner for West Chester Restaurant Week.

West Chester Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for West Chester holiday rentals

Property grounds

1. Historic Cottage in West Chester PA - Two miles from town.

Historic Cottage in West Chester PA - Two miles from town.
West Chester
10.0 out of 10, Exceptional, (109 reviews)
"Our stay was perfect."
United States
Jodi H.
The price is HK$1,161
HK$2,199 total
includes taxes & fees
17 Sept - 18 Sept
Historic Cottage in West Chester PA - Two miles from town.
Outdoor dining

2. Modern & Cozy 4 bd/3 ba WC convenience!

Modern & Cozy 4 bd/3 ba WC convenience!
West Chester
9.0 out of 10, Wonderful, (21 reviews)
"We really enjoyed this property, cozy, comfortable living room, plenty of bedrooms and bathrooms. Great location! Didn’t need anything, but the host is a great communicator!"
United States
JESSICA W.
The price is HK$1,656
HK$3,726 total
includes taxes & fees
20 Sept - 21 Sept
Modern & Cozy 4 bd/3 ba WC convenience!
Interior

3. Heritage Haven - West Chester Borough

Heritage Haven - West Chester Borough
West Chester
9.2 out of 10, Wonderful, (10 reviews)
"Very clean, and bright. Modern kitchen and bathrooms. Well equipped. Excellent location, Walkable"
United States
joseph k.
The price is HK$2,349
HK$4,437 total
includes taxes & fees
12 Oct - 13 Oct
Heritage Haven - West Chester Borough
Interior

4. Underground Railroad Barn

Underground Railroad Barn
Kennett Square
9.8 out of 10, Exceptional, (40 reviews)
"Very cool place! "
United States
Scott M.
The price is HK$776
HK$2,266 total
includes taxes & fees
14 Sept - 15 Sept
Underground Railroad Barn
A river with a stone embankment and trees, a stone building with windows and a chimney, and a bridge in the background.

5. Private Suite w/sitting room in the heart of Brandywine Valley

Private Suite w/sitting room in the heart of Brandywine Valley
Wilmington
10.0 out of 10, Exceptional, (211 reviews)
"Just perfect !"
United States
Cloudi
The price is HK$1,137
HK$1,698 total
includes taxes & fees
14 Sept - 15 Sept
Private Suite w/sitting room in the heart of Brandywine Valley
Outdoor dining

6. Cozy Spring House in Gorgeous Chadds Ford!

Cozy Spring House in Gorgeous Chadds Ford!
Chadds Ford
9.8 out of 10, Exceptional, (87 reviews)
"We enjoyed Cozy Cottage and would come back again!"
United States
ken s.
The price is HK$1,568
HK$2,736 total
includes taxes & fees
14 Sept - 15 Sept
Cozy Spring House in Gorgeous Chadds Ford!
Coffee/tea maker, fridge, microwave, oven

7. Underground Railroad 4 Bedroom Farmhouse

Underground Railroad 4 Bedroom Farmhouse
Kennett Square
10.0 out of 10, Exceptional, (34 reviews)
"Comfortable, clean, thoughtfully stocked property. We would definitely stay again!"
United States
Amy Y.
The price is HK$980
HK$2,534 total
includes taxes & fees
22 Sept - 23 Sept
Underground Railroad 4 Bedroom Farmhouse
Microwave, oven, stovetop, dishwasher

8. Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown
Kennett Square
8.6 out of 10, Excellent, (22 reviews)
"Great location with character! Host was friendly and communicated well."
United States
Ross G.
The price is HK$957
HK$3,662 total
includes taxes & fees
21 Sept - 22 Sept
Kennett Square, Near Longwood Gardens & Downtown
3 bedrooms, desk, travel cot, free WiFi

9. Cozy 3-Bedroom in Philly Suburbs Paoli

Cozy 3-Bedroom in Philly Suburbs Paoli
Paoli
10.0 out of 10, Exceptional, (9 reviews)
"Property was great! "
United States
Leevon S.
The price is HK$1,468
HK$3,728 total
includes taxes & fees
20 Sept - 21 Sept
Cozy 3-Bedroom in Philly Suburbs Paoli
Exterior detail

10. Ushmila's Nest- private entrance, bedroom & bathroom

Ushmila's Nest- private entrance, bedroom & bathroom
Wayne
10.0 out of 10, Exceptional, (61 reviews)
"A wonderful little oasis in the bustle of the Main Line. Fantastic stay!"
United States
Craig J.
The price is HK$1,019
HK$1,758 total
includes taxes & fees
16 Sept - 17 Sept
Ushmila's Nest- private entrance, bedroom & bathroom
Property grounds

11. Historic Farmhouse in Chester County

Historic Farmhouse in Chester County
Downingtown
10.0 out of 10, Exceptional, (22 reviews)
"Loved the beer on tap!"
United States
Kellie B.
The price is HK$1,451
HK$3,247 total
includes taxes & fees
13 Sept - 14 Sept
Historic Farmhouse in Chester County
Dining

12. SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome

SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
Kennett Square
10.0 out of 10, Exceptional, (7 reviews)
"The home was very clean and perfectly situated for easy access to downtown and local sites."
United States
Patricia Nora R.
The price is HK$1,390
HK$3,708 total
includes taxes & fees
21 Sept - 22 Sept
SquareHaus - At the heart of Kennett Sq - 3-bedroom townhome
Coffee/tea maker, fridge, microwave, oven

13. Homey Retreat in Historic Kennett Square!!

Homey Retreat in Historic Kennett Square!!
Kennett Square
10.0 out of 10, Exceptional, (107 reviews)
"Great find in a very nice location. HIGHLY recommend! "
United States
Bob E.
The price is HK$1,725
HK$2,782 total
includes taxes & fees
14 Sept - 15 Sept
Homey Retreat in Historic Kennett Square!!
Exterior

14. Valley Forge Historic Barn Apartment

Valley Forge Historic Barn Apartment
Wayne
10.0 out of 10, Exceptional, (4 reviews)
The price is HK$1,372
HK$1,982 total
includes taxes & fees
12 Sept - 13 Sept
Valley Forge Historic Barn Apartment
1 bedroom, desk, WiFi, bed sheets

15. White Clay Creek Cottage

White Clay Creek Cottage
Newark
9.8 out of 10, Exceptional, (8 reviews)
"Washing machine availability at the property could have been very helpful"
United States
Venkatesh
The price is HK$776
HK$1,545 total
includes taxes & fees
16 Sept - 17 Sept
White Clay Creek Cottage
Beach

16. Quiet Cottage In The Woods with Hot Tub

Quiet Cottage In The Woods with Hot Tub
Glenmoore
9.6 out of 10, Exceptional, (15 reviews)
"Quaint shabby chic cottage in woodsy area. Very clean and well stocked. Host was very responsive. Good location."
United States
Kathryn Ellen T.
The price is HK$1,768
HK$3,390 total
includes taxes & fees
14 Sept - 15 Sept
Quiet Cottage In The Woods with Hot Tub
Property grounds

17. Peaceful, country setting on Fountain Hill Farm

Peaceful, country setting on Fountain Hill Farm
Gap
10.0 out of 10, Exceptional, (260 reviews)
"Absolutely charming, relaxing and the owners are so sweet. They had absolutely every comfort of home, even toys for my daughter and milk in the fridge. This has been my favorite stay and I hope to come back with my husband for a longer stay one day !"
United States
Krystyn M.
The price is HK$776
HK$1,289 total
includes taxes & fees
13 Sept - 14 Sept
Peaceful, country setting on Fountain Hill Farm
Exterior detail

18. Charming 2-bedroom house Phoenixville

Charming 2-bedroom house Phoenixville
Phoenixville
9.2 out of 10, Wonderful, (25 reviews)
"Very clean and good location…short walk from Bridge St. Neva was friendly and communicative. Overall, a great stay!"
United States
Caitlin N.
The price is HK$1,215
HK$2,121 total
includes taxes & fees
11 Oct - 12 Oct
Charming 2-bedroom house Phoenixville
Dining

19. Walkable Neighborhood: Updated Morton Home!

Walkable Neighborhood: Updated Morton Home!
Morton
9.8 out of 10, Exceptional, (6 reviews)
"Great experience while staying here"
United States
Gianni G.
The price is HK$1,035
HK$2,116 total
includes taxes & fees
13 Sept - 14 Sept
Walkable Neighborhood: Updated Morton Home!
Front of property

20. Walkable Neighborhood: Updated Morton Home!

Walkable Neighborhood: Updated Morton Home!
3.0 star property
Morton
10.0 out of 10, Exceptional, (1 review)
"Homey, quiet and perfectly located property. Easy to communicate with John. Will definitely be back!"
United States
KEREN
The price is HK$1,372
HK$2,162 total
includes taxes & fees
13 Sept - 14 Sept
Walkable Neighborhood: Updated Morton Home!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top West Chester Hotel Reviews

Club Quarters Hotel Rittenhouse Square, Philadelphia

Club Quarters Hotel Rittenhouse Square, Philadelphia

8/10 Good
"Great location, nice lobby,"
Gloria 1-night trip
Posted less than an hour ago
Club Quarters Hotel Rittenhouse Square, Philadelphia

Find out more about West Chester

Search for holiday rentals in West Chester on Expedia! You can easily find your home rentals, villas, holiday apartments in West Chester using one of the methods below:

  • View our selection of featured holiday rentals in West Chester
  • Use the map to find apartments and other holiday homes in the West Chester neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in West Chester while they last

Look no further and take a look at our great range of rental properties in West Chester!

Frequently asked questions

Can I find holiday rentals in West Chester?

Yes, there are holiday rentals in West Chester close to Ice Line, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and gardens in West Chester. While you're here, grab a bite or have a drink at the bars.

What are some of the best holiday rentals that West Chester has to offer?

Fantastic 4BR Townhouse W/ HOTTUB: This holiday home rental outside of West Chester has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchenette with a fridge, a microwave and kitchenware, so that you can cook with friends or family.

How many holiday rentals are there in West Chester?

With 13 Expedia holiday rentals, you're guaranteed to find just the right place for your West Chester stay.

What can I see and do in West Chester?

Family-friendly attractions include QVC Studio Park and Baldwin's Book Barn, whereas Brandywine Creek and Ridley Creek are a couple of great spots to enjoy the outdoors. Ice Line and Cheyney University are other places to visit while you're in town.

What are holiday rentals like in West Chester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in West Chester. Holiday rentals feature extras like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for a family trip or a small group gathering.